Cross Dressing Sissy Porn Videos - 236

34:17
Pornhub
Lance Hart , Sadie Holmes , Ass-fuck , Kink , Adult-toys , Strapon , Chastity , Femdom , Prostate-milking , Bodysuit , Cross-dressing , Sissy-strapon , 69 , Face-sitting , Cock-tease , Girls-fucking-guys , Beg-to-cum
2017-11-20
08:14
Pornhub
Lance Hart , Veruca James , Pervout , Kink , Adult-toys , Sweet-femdom , Veruca-james , Lance-hart , Pegging , Femdom , Strap-on , Girls-fucking-guys , Call-me-daddy , Cross-dressing , Sissy , Male-hooker , Natural-tits , Tattoo
2017-01-20
05:08
Pornhub
Zenra , 3some , Mom , Mother , Bizarre , Subtitled , Jav , Japanese , Feitsh , Threesome , Milf , Cross-dressing , Sissy , Pantyhose
2016-03-20
08:37
Pornhub
Pegging , Strapon , Femdom , Cd , Sissy , Feet , Misstress , Dominatrix , Ass-fuck , Young , Passionate-sex , Wife-pegging , T-girl , Crossdresser , She-fucks-his-ass , Ginger
2020-05-20
08:22
Pornhub
Alexis Rain , Lance Hart , Ms Cleo , Sweetfemdom , Its-cleo-mfc , Lance-hart , Chrissy-daniels , Alexis-rain , Sara-diavola , Pegging , Strapon , Strap-on , Handjobs , Cross-dressing , Sissy , Femdom , Girls-fucking-guys , Big-tits , Big-boobs , Ebony , Natural-tits
2017-03-20
04:47
Pornhub
Sissy , Pegging , Cross-dressing
2019-04-20
04:56
Pornhub
Milf , Big-tits , Big-belly , Pregnant , Pregnancy , Masturbation , Masturbating , Kink , Belly , Going-into-labor , Birth , Giving-birth , Fake-birth , Man-pregnant , Cross-dressing , Sissy
2020-04-20
06:09
Pornhub
Kink , Big-boobs , Old , Mom , Mother , British-mature , Sissy , Sissy-crossdress , Blowjob , Sloppy-blowjob , Pov-blowjob , Mature , British-milf , Stockings
2020-04-20
01:39
Pornhub
White , Slut , Femboy , Sissy , Cross-dressing , Bbc , Stud , Panties , Gay
2019-01-20
07:08
Pornhub
Kink , Big-boobs , Old , Mom , Mother , Doggy , Sissy-crossdress , British-mature , Mature-crossdresser , Cum-inside , Big-tits , Big-natural-tits , Sissy , Blowjob , Sloppy-blowjob , Milf
2020-04-20
19:07
Pornhub
Asmr , Asmr-roleplay , Asmr-moaning , Asmr-Joi , Femboy , Submissive , Femdom , Fdom , Femdomme , Domme , Good-girl , Panties , Cross-dressing , Sissy , Sissy-crossdress , Lady-aurality
2021-02-20
05:50
Pornhub
Twink , Femboy , Anal , Dildo , Knot , Bad-dragon , Xl , Cross-dressing , Cd , Sissy , Amateur , Huge , European , Young , Fishnets , Stockings
2018-06-20
00:26
Pornhub
Ezada Sinn , Kink , Point-of-view , Sissy-training , Feminization , Latex , Tease-and-denial , Cross-dressing , Ezada-sinn , Mistress , Slave-training , Oral-servitude , Sissy-transformation , Femdom-pov , Femdom-humiliation , Clips4sale , Goddess-worship
2017-08-20
17:20
Pornhub
Bdsm , Kink , Adult-toys , Big-boobs , Cross-dressing , Sissy , Sissy-training , Femdom , Edging , Femdom-handjob , Vibrator , Femdom-orgasm , Bondage , Dominatrix , Handjob , Intense-edging
2020-07-20
04:42
Pornhub
Cd , Crossdresser , Sissy , Cum , Big-tits , Cute , Young , Huge-cock , Cross-dressing , Masturbate , Wanking , Panties , Night-gown , Teasing , Tease
2015-06-20
08:41
Pornhub
Ass-fuck , Kink , Teen-cd , Teen-trans , Meth-Sluts , Spun-sissy , Sissy-crossdress
2020-10-20
01:03
Pornhub
Anal , Anal-stretching , Anal-depth-training , Fuck-machine , Rough-anal , Huge-dildo , Long-dildo , Mr-hankeys-toys , Hankeys-toys , Mr-hankey-anal , Sissy-training , Cross-dressing , Cd , Bondage , Bdsm , Restrained
2021-01-20
08:47
Pornhub
Pegging , Strap-on , Ass-fuck , Cross-dressing , Fucking-his-ass , Amateur-wife-strapon , Dominatrix , Submissive , Sissy , Good-boy , Redhead , Teenager , Young , Perfect-ass , Smooth , Hot
2020-06-20
01:10
Pornhub
Ass-fuck , Kink , Mistress-ezada-sinn , Sissy-training , Humiliation , Pegging , Strapon , Feminization , Cfnm , Cross-dressing , Anal-domination , Oral-servitude , Stockings , Boots , Domina , Goddess-ezada-sinn
2018-05-20
05:53
Pornhub
Masturbate , Sissy-crossdress , Sissy-faggot , Sissy-masturbation , Sissy-femboy-cum , Cute-sissy-boy , Young-tranny-amateur , Cute-young-tranny , Tranny-solo , Femboy-solo , Sissy-transvestite , Femboy-cum , Young-crossdresser , Cross-dressing , Trans-masturbation , Uk-transvestite
2018-10-20
02:07
Pornhub
Sissy , Sissification , Humiliation , Verbal , Verbal-humiliation , Degredation , Bullying , Cross-dressing , Sissy-cross-dresser
2021-02-20
00:26
Pornhub
Kink , Redhead , Crossdressing , Cross-dresser , Crossdresser , Sissy-crossdress , Joi , Jerk-off-instruction , Sissification , Sissy , Feminization , Sissy-feminization , Gfe , Cum-countdown
2020-05-20
04:33
Pornhub
Gay , Cross-dresser , Cross-dressing , Sissy-crossdress , Hot-crossdressers , Tranny , Transgender , Trans , Sissy , Sissy-training , Chubby
2020-09-20
01:21
Pornhub
Ezada Sinn , Kink , Adult-toys , Ass-fuck , Mistress-ezada-sinn , Goddess-ezada-sinn , Femdom-strapon , Pink-poodle , Sissy-training , Sissy-sluts , Male-anal , Latex-bitch , Vinyl-pants , Dildo-fucking , Bondage , Cross-dressing , Anal-streatching
2018-12-20
07:38
Pornhub
Bdsm , Kink , Ball-gag , Crossdresser , Sissy , High-heels-stockings , Hand-cuffed , Tgirl , Shemales , Femboy , Blonde , Legs-tied-open , Cross-dressing , Feminization , Small-cock , Humilation
2020-12-20
03:57
Pornhub
Crossdresser , Sissy-crossdress , Sissy-training , Sissy , Sissy-slut , Sissy-slut-fucked , Sissy-slut-training , Transvestite , Sexy-transvestite , Pegging , Pegging-his-ass , Femdom-pegging , Femdom-strapon , Strapon , Femdom , Domme
2020-01-20
01:34
Pornhub
Straitjacket , Straightjacket , Restraints , Bdsm , Straight-jacket , Strait-jacket , Bondage , Cross-dressing , Pantyhose , Feet , Foot-worship , Feet-worship , Sexy-feet , Foot-slave , Slave-training , Fetish
2021-02-20
03:10
Pornhub
Masturbate , Kink , Solo , Crossdresser , Sissy , Blonde , Transgender , Cross-dressing , Cumming , Femboy , High-heels , Stockings , Slutty-makeup , Shemales , Tgirl , Sissy-crossdress
2021-01-20
11:44
Pornhub
Changing , Girly-clothes , Sexy-bitch , Sissy-girl , Sissy-clothing , Sissy-training , Date , Getting-ready , Horny , Sexting , Painted-toes , Pink-sissy , Cross-dressing , Crossdresser , Cross-dresser , Beautiful-shemale
2020-04-20
02:18
Pornhub
Shemale , Fleshlight , Masturbation , Crossdresser , Cross-dressing , Sexy-shemale , Cumshot , Cumming , Fleshlight-cum , Horny-shemale , Sexy-cross-dresser , Hot-gurl , Sissy-jerk-off , Sissy-cumslut , Sissy-cross-dresser , Sexy-trap
2020-08-20
08:45
Pornhub
Huge-dildo , Chasity-cage , Sissy-caged , Fleshlight , Shemale , Cross-dressing , Butt-plug , Ball-gag , Jerking-off , Chastity-cage-fuck , Horny-trap , Cute-trans , Anal , Large-dildo , Fucking-fleshlight , Sexy-cross-dresser
2020-08-20
07:25
Pornhub
Twink , Trap , Ebony , Crossdresser , Sissy , Skirt , Moaning , Big-ass , Riding-dildo , Boy-pussy
2019-11-20
01:57
Pornhub
Extreme-anal-gape , Huge-anal-gape , Anal-gape , Huge-plug , Giant-butt-plug , Sissy-cd , Slut , Cross-dressing , Anal-destruction , Sloppy-asshole
2021-03-20
01:58
Pornhub
Cum , Girldick , Crossdresser , Sissy , Sissygasm , Handsfree , Handsfree-cum , Orgasm , Handsfree-orgasm , Dildo , Pussy
2021-01-20
06:27
Pornhub
Compilation , Sissy-slut , Dildo-gangbang , 14-inch-dildo , Huge-dildos , Cross-dresser , Cross-dressing , Transgender , Trap , Anal , Squirt , Sissy-squirt , Solo-compilation , Bbc-lover , Riding-dildo-squirt , Sexy-trap
2020-10-20
11:37
Pornhub
Heels , Cross-dressing , Up-skirt , E-stim , Chastity , Locking-butt-plug , Sissy , Double-chastity , How-to
2021-03-20
04:30
Pornhub
Dava Foxx , Subbyhubby , Kink , Big-boobs , Mom , Mother , Femdom , Female-domination , Cum-eating , Cross-dressing , Sissy-training , Fake-tits
2019-12-20
02:40
Pornhub
Hard-fuck-squirt , Sqirting-pussy , Stockings , Sissy-dress-up , Hard-squirt , Hard-fuck , Squirting , Kink , Roleplay , Fantasy-roleplay , Doggy-squirt , Fetish , Men-in-lingerie , Skinny-ass , Doggystyle , Huge-squirt-fountain
2021-06-20
03:38
Pornhub
Blowjob , Sloppy-blowjob , Dildo , Dildo-blowjob , Egirl , Crying , Gagging , Transgender , Transgender-ftm , Ftm , Crossdresser , Sissy , Sissy-crossdress , Sissy-cross-dresser , Small-throat
2019-11-20
01:20
Pornhub
Cross-dressing , Sissy , Public-urination , Golden-shower , Solo-piss-play
2020-03-20
18:38
Pornhub
Flirt4freeguys , Big-cock , Pretty-boy , Sissy , Genderqueer , Hard-jerk , Masturbation , Cock-close-up , Cumshot , Big-load , Guy-eats-own-cum , Striptease , Solo-ass-spreading , Sexy , Cam-model , Webcam-show
2019-05-20
07:09
Pornhub
Crossdress , Sissy , Cross-dressing-sissy , Dildo , Anal , Bareback , Gay , Deepthroat , Blowjob , Heels
2020-07-20
01:09
Pornhub
Gay , Trans , Transgender , Cross , Cross-dressing , Sissy , Fem , Femboy
2019-02-20
12:27
Pornhub
Crossdresser , Doggy-style , Dildo-machine , Anal-fuck-machine , Deep-ass-fuck , Sissy , Cross-dressing , Horny-slut , Dumb-slut , Anal-training , Sissy-training
2021-02-20
17:10
Pornhub
Crossdresser , Amateur-crossdresser , Cross-dressing , Slut , Step-sister , Sucking-dick , Krissy-bottoms , Thug , Ass , Cock , White-crossdresser , Sissy , Riding-dick , Panties , Lap-dance , Hard-dick
2020-10-20
02:51
Pornhub
Glass-dildo , Dildo-in-ass , Anal , Trans , Cd , Crossdresser , Sissy-crossdress , Cross-dressing , Amateur-crossdresser , Hot-crossdressers , British-crossdresser , Uk-crossdresser , Ass-fuck , Adult-toys , Masturbate , Petite
2020-08-20
08:47
Pornhub
Lylith Lavey , Jerkoffinstructions , Big-boobs , Point-of-view , Kink , Jerk-off-instruction , Joi , Jerk-instructions , Joi-pov , Sissification , Sissy , Cross-dressing , Femdom , Female-donimation , Jerk-off-instructor , Jack-off-instruction , Jackoff-instruction , Tattoo , Big-tits
2020-04-20
02:08
Pornhub
Sissy , Cross-dressing , Humiliation , Sissification , Verbal , Verbal-daddy , Feet , Laughing , Sissy-training , Sissy-feminization , Feminization , Cd , European
2021-10-20
07:42
Pornhub
Kink , Coming-out , Non-porn , Talking , Vlog , Cross-dressing , Sissy , Tattoos , Piercings , Alt , Goth , Ftm , Transgender , Trans-male
2020-03-20
15:02
Pornhub
Sissy-crossdress , Sissy-jerk-off , Sissy-masturbation , Sissy-cum , Sissy-jerk-cum , Sissy-jerking , Sissy-cross-dresser , Cross-dressing , Cross-dresser , Cumshot
2020-09-20
18:57
Pornhub
Kendra James , Taboopov , Masturbate , Big-boobs , Redhead , Sissification , Sissy , Crossdresser , Cross-dressing , Cross-dresser , Humiliation , Taboo , Sister , Stepsister , Step-sister  , Fake-tits
2020-03-20
10:01
Pornhub
Cross-dressing , Anal-toys , Bbc-anal , Cum-clothes , Stockings-anal , Panties , Tight-dress , Dress-fuck , Solo-male , Male-masturbation , Riding-dildo , Tight-clothes , Crossdresser , Sissy-boy , Guy-jacking-off , Man-wearing-bra
2020-01-20
11:17
Pornhub
Kink , Redhead , Sissy-training , Sissy-transformation , Sissy-feminization , Feminization , Sissy-cross-dresser , Cross-dressing , Sissification , Femdom-sissification , Femdom , Female-domination , Domme , Femdom-training , Cross-dressing-sissy , Sissy
2019-12-20
18:41
Pornhub
Crossdresser , Femboy , Male-orgasm , Anal , Toys , Adult-toys , Masturbate , Sissy-training
2021-10-20
15:32
Pornhub
Kink , Redhead , Point-of-view , Femdom , Sissification , Sissy-training , Feminization , Crossdressing , Sensual-domination , Perfect-body , Slave-training , Bi , Amateur , Positive-femdom , Bi-encouragement , Dirty-talk
2020-05-20
11:03
Pornhub
Feet , Upskirt , Stockings , Public , Cross-dressing , Chastity
2020-12-20
00:47
Pornhub
Gay , White , Slut , Femboy , Sissy , Cross-dressing , Babydoll , Panties , Stockings
2019-07-20
12:21
Pornhub
Sissy-crossdress , Crossdresser , Audio-only , Sissy-erotic , Femdom-erotic-audio , Cheating-husband , Sissy-training , Sissification , Cock-worship , Sissy-faggot , Sissy-faggot-trainer , Sissy-cocksucker , Sissy-cock-worship
2019-11-20
19:56
Pornhub
Cummeat , Big-cock , Cum-meat , Cross-dressing , Cross-dresser , Wig , Gay-cross-dressing , Gay-cross-dresser , Big-dick , Bareback , Slim , Cock-sucking , Raw-fuck , Side-fuck , Cum-in-mouth
2020-06-20
01:09
Pornhub
Solo , Cross-dressing , Sissy
2020-05-20
01:17
Pornhub
Cross-dressing , Sissy , Public-urination , Piss-play
2020-03-20
04:16
Pornhub
Sissy , Cross-dresser , Dildo , Anal , Chastity-cage , Blow-jobs
2020-01-20
48:51
Pornhub
Cuckold , Milf , Whip , Feet , Foot-fetish , Foot-suck , Brunette , Femdom , Humiliation , Female-domination , Bdsm , Submission , Cfnm , Cross-dressing
2017-04-20
07:15
Pornhub
Dress , Chastity , Solo , Anal , Cross-dressing , Sissy , Fish-net , Stockings , Hands-nan-knees , Behind
2021-02-20
17:51
Pornhub
Jess Ryan , Kink , Butt , Mom , Pantyhose , Crossdresser , Milf , Mature , Fetish , Nylons , Sheer-pantyhose , Sissy-crossdress , Pumps , Pantyhose-tease , Foot-fetish , Foot-smelling , Foot-scent
2019-07-20
01:54
Pornhub
Work , Big-dick , Sissy , Chastity , Cum , Cross-dressing , Stockings
2021-02-20
02:15
Pornhub
Sissy-crossdress , Husband-crossdresser , Lesleycd , Solo-crossdresser , Crossdresser-anal , Ass-fuck , Masturbate , Adult-toys , Butt , Big-cock
2020-03-20
00:44
Pornhub
Cross-dressing , Sissy , Twink , Femboy , Panties
2019-10-20
00:30
Pornhub
Gay , Trans , Transgender , Sissy , Cross , Cross-dressing , Ass , Anal , Girlfriend , Ass-play
2019-02-20
24:31
Pornhub
Kink , Adult-toys , Bdsm , Sissy-training , Asian-goddess , Asian-dominatrix , Sissy-sluts , Pegging , Ass-fucking , Cross-dressing , Feminization , Domme-girlfriend , Strap-on , Strap-on-play , Caged
2020-07-20
19:55
Pornhub
Cummeat , Big-cock , Cum-meat , Gay-couple , Cross-dressing , Cross-dresser , Gay-cross-dressing , Gay-cross-dresser , Big-dick , Bareback , Cum-in-mouth , Couch-sex , Anal , Ass-fuck , Raw
2020-06-20
00:09
Pornhub
Femboy , Sissy , Cross-dressing , Male , Solo , Panties , Slut , Babydoll-outfit
2019-07-20
00:41
Pornhub
Boy , Twink , Sissy , Cute , Cd , Cross , Dress , Dressing , Wear , Wearing , Underwear , Lace , Black , Panties
2019-03-20
01:17
Pornhub
Sissy-crossdress , Curious-crossdresser
2021-06-20
07:13
Pornhub
HornyEmpresskay , Cock , Cross-dressing , Cum-play , Sissy-sluts , Toys
2020-05-20
02:09
Pornhub
Ass-fuck , Bdsm , Adult-toys , Stomach-bulging , Anal , Rough-anal , Deep-anal , Horse-cock , Huge-dildo , Horse-dildo , Sissy , Sissy-slave , Fuck-machine , Cross-dressing
2020-10-20
16:46
Pornhub
Solo , Masturbation , Cross-dressing , Lingerie , Ass-play , Dirty-talk
2018-10-20
04:37
Pornhub
HornyEmpresskay , Cock-worship , Cross-dressing , Cumshots , Sissy-sluts , Toys
2020-05-20
03:21
Pornhub
Dildo , Solo-male-dirty-talk , Solo-male-masturbate , Masturbation , Moaning , Dirty-talk , Cross-dressing , Bareback , Bare-back , Amature-anal , Sissy , Twink , Body-hair , Panties , Shaved , Bottom
2020-01-20
05:00
Pornhub
Kink , Bdsm , Ass-fuck , Point-of-view , Anal-virgin , Sissy , Strap-on , Strapon , Femdom , Sissy-training , Slut-training , Cross-dressing , Dominatrix , Virgin , Dildo , Butt
2019-03-20
03:07
Pornhub
Anal , Chastity , Toy , Solo , Cross-dressing
2020-12-20
10:31
Pornhub
Kink , Redhead , Crossdresser , Sissy , Sissification , Feminization , Cross-dressing , Cross-dresser , Gfe , Joi , Jerk-off-instruction , Cum-countdown , Sissy-training , Sissy-crossdress
2020-05-20
03:20
Pornhub
HornyEmpresskay , Cross-dressing , Pussy-play , Sissy-sluts , Toys , Trans
2020-05-20
01:55
Pornhub
Gay , Anal , Chastity , Up-skirt , Cross-dressing
2020-12-20
00:52
Pornhub
Cd , Sissy-crossdress , Cd-blowjob , Transgender , Bisexual , Gay
2019-10-20
03:58
Pornhub
HornyEmpresskay , Cock , Cross-dressing , Cum-play , Sissy-sluts , Toys
2020-05-20
26:59
Pornhub
Kink , Petite , Redhead , Crossdresser , Cross-dressing , Crossdressing , Cross-dresser , Sissification , Sissy-training , Makeup , Makeover , Roleplay , Encouraging-sissy , Lingerie , Dress-up , Posh-british
2020-12-20
00:31
Pornhub
Chastity , Cock-cage , Femdom , Sissy , Cross-dressing , Men-in-panties
2019-07-20
20:34
Pornhub
Kink , Adult-toys , Redhead , Sissification , Sissy-training , Cross-dressing , Crossdresser , Cross-dresser , Posh-british , Dildo-fucking , Sissy-encouragement , Lingerie , Stockings , Dirty-talk , Posh-english , Sissy
2020-12-20
00:18
Pornhub
Horny-sissy , Begging-crosser , Roll-play , Bed-begging , Sissy , Tease , Roll , Play-cross-dressing
2018-10-20
04:46
Pornhub
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2019-05-20
17:14
Pornhub
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2019-12-20
25:25
Pornhub
Cattie Candescent , Kink , Cross-dressing , Sissification , Feminization , Imposed-bi , Bottom , Sissy-makeover , Non-nude , Sissy-transformation , Sissy-slut , Sissy-sucks-cock , Sissy-crossdress , Boy-pussy , Sissy-bimbo , Roleplay , Fantasy-role-play
2019-08-20
22:07
Pornhub
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2020-09-20
03:54
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Ass-fuck , Adult-toys , Butt , Big-cock , Cock-starved , Sissy , Cross-dressing , Slut , Gaped-hole
2020-12-20
13:52
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2020-03-20
03:18
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Prostate-massage , Sissy-crossdress
2021-09-20
28:34
Pornhub
Sissy , Sissy-crossdress , Sissy-humilation , Sissy-boy , Masturbation , Lingerie , Pink-underwear , Masturbate , Butt , Old
2020-04-20
00:19
Pornhub
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2020-05-20
04:26
Pornhub
Ezada Sinn , Kink , Femdom , Female-domination , Female-supremacy , Matriarchy , Matriarch , Dominatrix , Sissy-training , Cross-dressing , Feminisation , Spanking , Otk-spanking
2020-10-20
09:50
Pornhub
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2020-04-20
11:06
Pornhub
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2020-08-20
00:05
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2021-02-08
06:35
Upornia
06:08
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05:35
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2017-03-20
16:10
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11:06
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06:35
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06:08
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16:10
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